title: Concise total synthesis of (-)-deoxocuscohygrine and (-)-dihydrocuscohygrine.
abstract: The concise enantioselective total synthesis of C(2)-asymmetrical (-)-deoxocuscohygrine and (-)-dihydrocuscohygrine are described. Double-diastereoselective additions of normal Grignard reagent to bis(1,3-oxazolidine) have been deployed to construct chiral diamine fragments as a key step.
authors.affiliation: Institute of Medicinal Chemistry, Hoshi University, Ebara, Shinagawa, Tokyo 142-8501, Japan. yamauchi@hoshi.ac.jp
authors.forename: Takayasu
authors.initials: T
authors.lastname: Yamauchi
authors.forename: Sachi
authors.initials: S
authors.lastname: Hagiwara
authors.forename: Kimio
authors.initials: K
authors.lastname: Higashiyama
mesh_terms: D000096:Acetone / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011759:Pyrrolidines / Q000138:chemical synthesis*; D013055:Spectrophotometry, Infrared
chemical_list: D007202:Indicators and Reagents; D011759:Pyrrolidines; C543793:deoxocuscohygrine; C472459:dihydrocuscohygrine; D000096:Acetone